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The Secret to Building Wealth: Take More Risks


Understanding the principles of risk navigation and the critical mindset shifts necessary for entrepreneurship is essential. Highlighting the journey from starting a first business to becoming a full-time angel investor, this podcast delves into the strategies and philosophies that drive successful entrepreneurship and investment. The discussion addresses the importance of defining personal risk tolerance, recognizing inherent entrepreneurial traits, and leveraging opportunities and partnerships to achieve growth. Key insights into navigating economic uncertainties, managing resources, and maintaining flexibility in strategy are explored to provide valuable lessons for aspiring entrepreneurs and investors.


Timestamps:
1:43 Introduction to Sid Massab
2:16 Sid’s Early Career
3:51 Transition to Angel Investing
4:38 Selling a Company to KPMG
6:24 Defining Entrepreneurship
8:19 Navigating Risk
10:02 Role of Customers and Employees
13:44 Perspective on Investment
16:10 Realities of Raising Capital
20:27 Importance of Coachability
22:12 Customer-Centric Approach
24:26 Resourcefulness in Entrepreneurship
26:56 Evolution of Investment Landscape
29:18 Advice on Taking Investments
33:06 Sid’s Books and Contact Information
35:06 Conclusion


Guest speaker Sid Mohasseb is a seasoned entrepreneur and angel investor with a storied career. Learn more about Sid, his journey, and his contributions to the field by visiting https://mohasseb.com/. For a deeper understanding of authentic entrepreneurship and strategic innovation, check out his insightful books, The Caterpillar’s Edge and You Are Not Them, available on Amazon. Connect with Sid on LinkedIn: https://www.linkedin.com/in/mohasseb/.


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John Reighard, Partner & EVP

John Reighard is a Partner at Angel Investors Network, where he leverages his expertise in business development, networking, and investor relations to help entrepreneurs secure funding and scale their businesses. With a passion for connecting people and ideas, John plays a pivotal role in fostering strategic partnerships and guiding business owners toward sustainable success. In addition to his work with Angel Investors Network, he also owns and operates two other small businesses.

 

A Connector and Networking Extraordinaire, Business Coach/Consultant, and Inspirational Speaker, John is deeply committed to helping individuals and businesses achieve meaningful results. His mission is to empower entrepreneurs and leaders to create lasting impact through strategic growth, financial acumen, and powerful relationship-building.

 

John has trained with, been mentored by, and provided consulting services to some of the world’s top thought leaders in personal development and business transformation, including Jack Canfield (America’s #1 Success Coach and Founder of Chicken Soup for the Soul), Stephen Covey, T. Harv Eker, Bob Proctor, Blair Singer, Robert Kiyosaki, Neil Rackham, Marcia Wieder, and Roger (Bud) Seith. These experiences have shaped his ability to guide clients through personal and professional growth, helping them unlock their full potential.

 

Before joining Angel Investors Network, John took a sabbatical in 2002, living with his family in Norway, Portugal, and France—an enriching experience that followed 15 award-winning years in Silicon Valley. During his time in the tech industry, he worked for leading companies such as Lucent Technologies, Exodus Communications, Octel Communications, and Brady Corporation.

Meet Jeff Barnes

Jeff Barnes is a former US Navy Nuclear power plant operator on a Submarine, Navy diver, risk management director, technology enthusiast, business growth expert, advisor and management consultant. Mr. Barnes sits on the boards of startup companies, runs a venture fund, supports non-profits supporting military vets, and spends most of his time helping CEOs and founders of growing companies automate, systemize, and scale to 8 and 9-figure valuations.

 

With over 20 years of technology, systems, operations, and marketing experience, Mr. Barnes has advised over 1,000 companies, invested tens of millions in advertising campaigns, and helped companies generate over $1 billion in investment capital.

 

As the chairman of Angel Investors Network and founder of Digital Evolution Marketing Group, Mr. Barnes has worked with founders, entrepreneurs, and CEOs around the world to accelerate the growth of their businesses and achieve substantial exits. He’s a father, husband, veteran, business owner, advisor, and mentor, and his true passion in life his helping others achieve success, freedom, and autonomy in theirs.